Chuck's Super Chili

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"This chili is slightly sweet with a touch of heat; the wine gives it a different taste. Everyone in my family loves this chili. I've won a couple of work chili cook-offs with this recipe and done well in some larger cook-offs as well."
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2 h 30 m servings 282 cals
Serving size has been adjusted!

Original recipe yields 20 servings



  • Calories:
  • 282 kcal
  • 14%
  • Fat:
  • 13.5 g
  • 21%
  • Carbs:
  • 18.2g
  • 6%
  • Protein:
  • 18.7 g
  • 37%
  • Cholesterol:
  • 52 mg
  • 17%
  • Sodium:
  • 746 mg
  • 30%

Based on a 2,000 calorie diet

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Nutritional Information

1 Serving
Servings Per Recipe:
Amount Per Serving
  • * Percent Daily Values are based on a 2,000 calorie diet. Your daily values may be higher or lower depending on your calorie needs.
  • ** Nutrient information is not available for all ingredients. Amount is based on available nutrient data.
  • (-) Information is not currently available for this nutrient. If you are following a medically restrictive diet, please consult your doctor or registered dietitian before preparing this recipe for personal consumption.


  • Prep

  • Cook

  • Ready In

  1. Heat a large skillet over medium-high heat and stir in Italian sausage and ground sirloin. Cook and stir until meat is crumbly, evenly browned, and no longer pink. Drain and discard any excess grease.
  2. Transfer meat to a large Dutch oven; place over medium-high heat. Stir in chopped onion; add red, yellow, and green bell peppers, garlic, and jalapeno peppers. Cook and stir until onion is translucent, about 5 minutes.
  3. Mix in chili powder, brown sugar, cumin, tomato paste, oregano, salt, black pepper, and bay leaves. Cook and stir until fragrant, about 3 minutes more.
  4. Stirring constantly, pour in wine, chopped tomatoes and their juice, kidney beans, tomato sauce, and chopped chipotle chiles in sauce. Bring to a boil. Cover, reduce heat to low, and simmer, stirring occasionally, for 1 hour.
  5. Uncover and simmer, stirring occasionally, until thickened, about 30 minutes. Discard bay leaves before serving.


  • Cook's Note:
  • You may use sweet Italian sausage and reduce the amount of chiles to 1 jalapeno and 2 chipotle chiles, if desired.



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